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C213100

Sigma-Aldrich

DMT-2′O-Methyl-rC(ac) Phosphoramidite

Synonym(s):

N-acetyl-5′-O-[bis(4-methoxyphenyl)phenylmethyl]-2′-O-methyl-cytidine, 3′-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite]

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About This Item

Empirical Formula (Hill Notation):
C42H52N5O9P
CAS Number:
199593-09-4
Molecular Weight:
801.86
MDL number:
MFCD12912403
UNSPSC Code:
41116105
NACRES:
NA.51
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biological source

non-animal source (no BSE/TSE risk)

Quality Level

300

product line

Proligo Reagents

Assay

≥99% (31P-NMR)
≥99.0% (reversed phase HPLC)

form

powder

technique(s)

oligo synthesis: suitable

impurities

≤0.1% single unspecified Impurity (reversed phase HPLC)
≤0.3% mC2 (reversed phase HPLC, Hydrolysate)
≤0.3% mC3 (reversed phase HPLC, DMT-rC(ac)me)
≤0.3% mC4 (reversed phase HPLC, DMT-rC(ac)me-Ac)
≤0.3 wt. % water content (Karl Fischer)
≤0.5% P(III) Impurities 100-169ppm (31P-NMR)
≤1.0% mC1 (reversed phase HPLC, DMT-rC(ac)me-DMT)
≤3 wt. % residual Solvent content

color

white to off-white

λ

conforms (UV/VIS Identity)

suitability

conforms to structure for H-NMR
conforms to structure for LC-MS

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1 of 4

This Item
422878444758439029
Methanol-d4 ≥99.8 atom % D

441384

Methanol-d4

Methanol-d4 99 atom % D

422878

Methanol-d4

Methanol-d4 "100%", 99.96 atom % D

444758

Methanol-d4

Methanol-d4 ≥99.8 atom % D, contains 0.1 % (v/v) TMS

439029

Methanol-d4

isotopic purity

≥99.8 atom % D

isotopic purity

99 atom % D

isotopic purity

99.96 atom % D

isotopic purity

≥99.8 atom % D

technique(s)

NMR: suitable

technique(s)

NMR: suitable

technique(s)

NMR: suitable

technique(s)

NMR: suitable

assay

≥99% (CP)

assay

99% (CP)

assay

≥99% (GC)

assay

≥99% (CP)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

form

liquid

form

liquid

form

liquid

form

liquid

density

0.888 g/mL at 25 °C (lit.)

density

0.888 g/mL at 25 °C (lit.)

density

0.888 g/mL at 25 °C (lit.)

density

0.888 g/mL at 25 °C (lit.)

General description

DMT-2′O-Methyl-rC(ac) Phosphoramidite belongs to the group of 2′O-Methyl RNA Phosphoramidites. 2′O-Methyl RNA monomers are compatible with fast deprotection schemes that are based on the application of aliphatic amines, such as methylamine. 2′O-Methyl RNA is a nucleic acid analog that is characterized by the exceptional hybridization properties that it imparts with complementary DNA or RNA, as well as increased stability against enzymatic degradation compared to natural nucleic acids. 2′O-Methyl RNA monomers feature methoxy groups at the 2′-position. The methoxy groups are perfectly stable in all conditions employed in the assembly of oligonucleotides by automated phosphoramidite synthesis, and in all standard alkaline deprotection conditions.

Application

DMT-2′O-Methyl-rC(ac) Phosphoramidite can be advantageously incorporated in nucleic acid probes with RNA or DNA for in-vivo or in-vitro applications to convey nuclease resistance.

Other Notes

It has widespread applications in the fields of:
  • Diagnostic probes
  • Aptamer and ribozyme development
  • Mixed 2′O-Methyl-RNA/DNA antisense molecules

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

  • Specification Sheet

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    Certificates of Analysis (COA)

    Lot/Batch Number
    HMBJ3547
    HMBJ3477
    HMBJ2864
    HMBJ2824
    HMBJ2778

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    Infrared intensities of liquids. XVII. Infrared refractive indices from 8000 to 350 cm-1, absolute integrated absorption intensities, transition moments, and dipole moment derivatives of methan-d3-ol and methanol-d4 at 25?C.
    Bertie JE and Zhang SL.
    J. Chem. Phys. , 101(10), 8364-8379 (1994)
    The Rates of Methoxyl Exchange of Camphor and Norcamphor Dimethyl Ketals in Methanol-d4.
    Traylor TG and Perrin CL.
    Journal of the American Chemical Society, 88(21), 4934-4942 (1966)
    Cheng-Kun Lin et al.
    Organic & biomolecular chemistry, 13(7), 2100-2107 (2014-12-20)
    A straightforward synthesis of novel, 2-heterocyclyl polyhydroxylated pyrrolidines is described. Stereocontrolled additions of nucleophiles to cyclic nitrones generated the corresponding 2,3-trans adducts, allowing the synthesis of the corresponding pyrrolidines via key intermediates bearing an alkyne and a nitrile oxide. Three
    Jon Kapla et al.
    Physical chemistry chemical physics : PCCP, 17(34), 22438-22447 (2015-08-08)
    The disaccharide trehalose (TRH) strongly affects the physical properties of lipid bilayers. We investigate interactions between lipid membranes formed by 1,2-dimyristoyl-sn-glycero-3-phosphocholine (DMPC) and TRH using NMR spectroscopy and molecular dynamics (MD) computer simulations. We compare dipolar couplings derived from DMPC/TRH
    William L Scott et al.
    Journal of combinatorial chemistry, 11(1), 34-43 (2008-12-25)
    For the successful implementation of Distributed Drug Discovery (D(3)) (outlined in the accompanying Perspective), students, in the course of their educational laboratories, must be able to reproducibly make new, high quality, molecules with potential for biological activity. This article reports
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